(2S,3S,4R,5R,6R)-2-Allyloxy-3-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxy)-6-trityloxymethyl-tetrahydro-pyran | 239803-09-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: (2S,3S,4R,5R,6R)-2-Allyloxy-3-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxy)-6-trityloxymethyl-tetrahydro-pyran
• CAS: 239803-09-9
• 化学式: C₅₇H₆₈O₆Si₂
• 分子量: 905.334
• InChiKey: HMFDEUVTHCNSET-BYQVYDMISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.84
• 重原子数：
  65.0
• 可旋转键数：
  18.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  55.38
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (2S,3S,4R,5R,6R)-2-Allyloxy-3-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxy)-6-trityloxymethyl-tetrahydro-pyran 在 吡啶 、 (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate 作用下， 以 四氢呋喃 为溶剂， 反应 9.33h， 生成 Acetic acid (2R,3R,4R,5S,6R)-5-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxy)-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl ester
  参考文献：
  名称：

  Stable axial-rich conformation of pyranoses derived from L-rhamnose and D-mannose

  摘要：

  Stable chair conformation with more axial substituents (axial-rich conformation) of pyranoses derived from L-rhamnose and D-mannose is described. The naturally stable ring conformation of L-rhamnose (C-1(4)) and D-mannose (C-4(1)) was flipped by introduction of a TBS group into a hydroxyl group at C-3 and a TPS group into a hydroxyl group at C-4 to give C-4(1) and C-1(4) conformers, respectively. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01077-1
• 作为产物：
  描述：

  allyl 6-O-trityl-α-D-mannopyranoside 在 咪唑 、 2,6-二甲基吡啶 、 4-二甲氨基吡啶 、 sodium hydride 、 二异丁基氢化铝 、 对甲苯磺酸 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 110.0 ℃ 、1.33 kPa 条件下， 反应 16.0h， 生成 (2S,3S,4R,5R,6R)-2-Allyloxy-3-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxy)-6-trityloxymethyl-tetrahydro-pyran
  参考文献：
  名称：

  Stable axial-rich conformation of pyranoses derived from L-rhamnose and D-mannose

  摘要：

  Stable chair conformation with more axial substituents (axial-rich conformation) of pyranoses derived from L-rhamnose and D-mannose is described. The naturally stable ring conformation of L-rhamnose (C-1(4)) and D-mannose (C-4(1)) was flipped by introduction of a TBS group into a hydroxyl group at C-3 and a TPS group into a hydroxyl group at C-4 to give C-4(1) and C-1(4) conformers, respectively. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01077-1